A wooden pier extending into calm water at sunset.

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Anastasia Island condo rentals

A wooden boardwalk leading to a sandy beach with ocean waves in the background.

1. 1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24

1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24
St. Augustine
9.6 out of 10, Exceptional, (215 reviews)
"Nice property,close to pools and beach."
United States
Julie B.
The price is ￥12,504
￥34,972 total
includes taxes & fees
Nov 23 - Nov 24
1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24
A hotel with a central pool, multiple balconies, and lush greenery.

2. The Beach Club by Coolvacay

The Beach Club by Coolvacay
3.5 star property
St. Augustine
9.2 out of 10, Wonderful, (42 reviews)
"We really loved it and will definitely be going back"
United States
PAUL J
The Beach Club by Coolvacay
A modern living room with a sofa, coffee table, and a flat-screen TV mounted on the wall.

3. Stunning 1 Bed 1 Bath Condo with Heated Pool B-15

Stunning 1 Bed 1 Bath Condo with Heated Pool B-15
Butler Beach
9.8 out of 10, Exceptional, (62 reviews)
"Great location and very responsive host."
United States
Louis D.
The price is ￥12,829
￥35,491 total
includes taxes & fees
Nov 8 - Nov 9
Stunning 1 Bed 1 Bath Condo with Heated Pool B-15
A wooden boardwalk leading to a sandy beach with ocean waves in the background.

4. Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool

Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool
Butler Beach
9.8 out of 10, Exceptional, (81 reviews)
"Our stay was wonderful, the property is in great location, room was clean and the host was super helpful and super quick to reply! Will be looking forward to booking again in the future!"
United States
Erick G.
The price is ￥12,821
￥35,311 total
includes taxes & fees
Nov 24 - Nov 25
Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a patterned backsplash.

5. Anastasia Hideaway 6 Min Walk to Beach Community Pool Near Dining & Amphitheatre

Anastasia Hideaway 6 Min Walk to Beach Community Pool Near Dining & Amphitheatre
St. Augustine
10.0 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay. Close to the beach and we could walk to many places close by. Excellent communication before, during, and after our stay."
United States
jennifer g.
Anastasia Hideaway 6 Min Walk to Beach Community Pool Near Dining & Amphitheatre
A pool area with lounge chairs and umbrellas, surrounded by two buildings with unique architecture.

6. Beachside Paradise Pool & Historic Charm

Beachside Paradise Pool & Historic Charm
3.0 star property
Butler Beach
The price is ￥11,559
￥77,977 total
includes taxes & fees
Nov 7 - Nov 8
Beachside Paradise Pool & Historic Charm
Pool

7. Oceanside complex B-17 1 bedroom with Heated Pool

Oceanside complex B-17 1 bedroom with Heated Pool
Butler Beach
9.6 out of 10, Exceptional, (35 reviews)
"The condo had everything we needed for a nice getaway including beach access"
United States
Rhonda L.
The price is ￥12,991
￥35,847 total
includes taxes & fees
Nov 23 - Nov 24
Oceanside complex B-17 1 bedroom with Heated Pool
A spacious living room with a large window offering a view of the beach and ocean.

8. Ocean Front 2 Bed 2 Bath With Ocean Front Pool, walk to restaurants

Ocean Front 2 Bed 2 Bath With Ocean Front Pool, walk to restaurants
St. Augustine
9.8 out of 10, Exceptional, (98 reviews)
"We had such a great time. Perfect location and beautiful property!"
United States
Leian E.
The price is ￥20,948
￥51,394 total
includes taxes & fees
Nov 15 - Nov 16
Ocean Front 2 Bed 2 Bath With Ocean Front Pool, walk to restaurants
A living room with a brown sofa, a coffee table, a TV, and a cabinet with decorative items.

9. 2-bed 2 bath condo in St. Augustine Beach with pool, resturants,shops and more!

2-bed 2 bath condo in St. Augustine Beach with pool, resturants,shops and more!
St. Augustine
8.6 out of 10, Excellent, (8 reviews)
"Close to everything!! Great place for beach and if visiting for concerts at the amphitheater. "
United States
Kandie S.
The price is ￥17,584
￥51,316 total
includes taxes & fees
Nov 9 - Nov 10
2-bed 2 bath condo in St. Augustine Beach with pool, resturants,shops and more!
A coastal hotel with multiple buildings, a parking lot, and a beach view.

10. 2 Bedroom Pet-friendly ocean view condo - OV3

2 Bedroom Pet-friendly ocean view condo - OV3
St Augustine
9.2 out of 10, Wonderful, (15 reviews)
"Very well maintained property. The pool was very nice (although the pool restrooms need some attention). Short walk to a fantastic beach."
United States
Patrick C.
The price is ￥23,656
￥68,034 total
includes taxes & fees
Nov 1 - Nov 2
2 Bedroom Pet-friendly ocean view condo - OV3
A living room with a glass-top table, two sofas, a television, a clock, and a ceiling fan.

11. Island Escape! Renovated Beachfront condo! Steps from the beach & pool- ST 115

Island Escape! Renovated Beachfront condo! Steps from the beach & pool- ST 115
St. Augustine
9.0 out of 10, Wonderful, (35 reviews)
"Condo was perfect. We enjoyed our stay!"
United States
Candace D.
The price is ￥23,656
￥68,034 total
includes taxes & fees
Nov 1 - Nov 2
Island Escape! Renovated Beachfront condo! Steps from the beach & pool- ST 115
A beach with a rainbow, sandy terrain, and people in the distance.

12. St. Augustine Beach, Florida: 2 bed/2 bath (Beachfront PetFriendly Free Parking)

St. Augustine Beach, Florida: 2 bed/2 bath (Beachfront PetFriendly Free Parking)
Butler Beach
10.0 out of 10, Exceptional, (61 reviews)
"Very clean, close to pool and beach access"
United States
Andy M.
The price is ￥17,016
￥60,411 total
includes taxes & fees
Nov 9 - Nov 10
St. Augustine Beach, Florida: 2 bed/2 bath (Beachfront PetFriendly Free Parking)
A beach with a single blue and white beach chair on the sand.

13. Ocean Village Club-Sleeps 4 with First Floor Access and Screen Porch

Ocean Village Club-Sleeps 4 with First Floor Access and Screen Porch
Butler Beach
9.4 out of 10, Exceptional, (32 reviews)
"Perfect for a weekend getaway!"
United States
Roman M.
The price is ￥19,695
￥45,157 total
includes taxes & fees
Nov 18 - Nov 19
Ocean Village Club-Sleeps 4 with First Floor Access and Screen Porch
A swimming pool with a view of the ocean, a lifeguard chair, and a warning sign.

14. Ocean Front 1 Bed room Condo With Heated Pool just outside the balcony Unit 101

Ocean Front 1 Bed room Condo With Heated Pool just outside the balcony Unit 101
Crescent Beach
9.4 out of 10, Exceptional, (149 reviews)
"Loved the pool access!"
United States
Kady
The price is ￥12,821
￥33,712 total
includes taxes & fees
Nov 30 - Dec 1
Ocean Front 1 Bed room Condo With Heated Pool just outside the balcony Unit 101
A bridge with a green railing and a boat docked in the water.

15. Island Suite l Walk to Downtown!

Island Suite l Walk to Downtown!
Davis Shores
9.8 out of 10, Exceptional, (39 reviews)
"Everything was great!"
United States
Yevgeniya C.
The price is ￥12,723
￥35,599 total
includes taxes & fees
Nov 3 - Nov 4
Island Suite l Walk to Downtown!
A pool area with lounge chairs and umbrellas, surrounded by two buildings with unique architecture.

16. View Ocean & Racquet 8315

View Ocean & Racquet 8315
2.0 star property
Butler Beach
The price is ￥11,559
￥77,977 total
includes taxes & fees
Nov 14 - Nov 15
View Ocean & Racquet 8315
A beach with two boats on calm water during sunset.

17. St Augustine Beach Ocean Village Club

St Augustine Beach Ocean Village Club
Butler Beach
9.4 out of 10, Exceptional, (136 reviews)
"Nice place for a weekend stay."
United States
Amanda L.
The price is ￥23,634
￥38,197 total
includes taxes & fees
Nov 9 - Nov 10
St Augustine Beach Ocean Village Club
A beach with people swimming and walking along the shore.

18. Beacher's Lodge Mini Suite Condo Complex Construction from 10/2026-1/2027

Beacher's Lodge Mini Suite Condo Complex Construction from 10/2026-1/2027
Crescent Beach
8.6 out of 10, Excellent, (77 reviews)
"There for a wedding so didn't get to enjoy beach or pool, only able to view. Would definitely book again and when we can enjoy everything. "
United States
M A
The price is ￥15,740
￥19,441 total
includes taxes & fees
Nov 5 - Nov 6
Beacher's Lodge Mini Suite Condo Complex Construction from 10/2026-1/2027
A balcony with a table and chairs overlooking a beach with dunes and the ocean.

19. Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool

Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool
Crescent Beach
9.6 out of 10, Exceptional, (216 reviews)
"Perfect place to relax for a few days. The bed was very comfortable and the view from the balcony was beautiful!"
United States
Mary Q.
The price is ￥17,505
￥71,732 total
includes taxes & fees
Nov 5 - Nov 6
Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool
A beach with a wooden boardwalk, sandy beach, and ocean view.

20. 215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo

215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo
Crescent Beach
9.0 out of 10, Wonderful, (69 reviews)
"Great couples weekend away."
United States
Cheryl W.
The price is ￥13,549
￥33,877 total
includes taxes & fees
Nov 2 - Nov 3
215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Anastasia Island Hotel Reviews

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

10/10 Excellent
"They are making some upgrades to the elevators which look great. The bathrooms need some love and an uplift in the room. Carpet in rooms needs a good shampooing or replacement. Staff is friendly and beyond helpful."
Leigh 3-night trip
Posted 13 hours ago
Guy Harvey Resort on St Augustine Beach

Find out more about Anastasia Island

Anastasia Island Condo Rentals information

Number of reviews
1,126
Accommodation
1141 Condo Rentals
Lowest Price
￥19,441
Highest Price
￥77,977

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